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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670668Generated: October 27, 2026

N-methyl-2-pyrrolidone → 6-chloropyrazine-2-carboxamide

https://huagongshe.com/reaction/1670668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantAmmonium HydroxideHCID 14923—
ReactantIsobutyl chloroformateHCID 62365—
Reactant6-Chloropyrazine-2-carboxylic acidHCID 14500875—
SolventDimethylformamideHCID 6228—
Product6-chloropyrazine-2-carboxamideHCID 128252934%

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of 6-chloro-pyrazine carboxylic acid (2.00 g, 12.62 mmol) in DMF (7 mL) was cooled to −40° C. NMP (2.77 mL, 25.23 mmol) and isobutyl chloroformate 3.27 mL, 25.23 mmol) were added. The temperature was allowed to increase to −20° C. during 20 min and then NH4OH was added. A precipitate was rapidly formed and after 15 min it was filtered off and washed with water. Crystallization from EtOH gave the title compound (670 mg, 34%) as light-brown needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994179B2
Source datasetuspto-grants-2011_08
ORD IDord-33ab6d8102cd4e9ea026058c8acacab9
Source noteuspto-grants-2011_08